Holiday rentals in Head of Hillsborough

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Top-rated holiday rentals in Head of Hillsborough

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Guest favourite

Dome in Cardigan

4.99 out of 5 average rating, 112 reviews

Shoreline Retreat River front luxury geo-dome

Relax and enjoy the beautiful Cardigan river from the comfort of your own 2 bed, full kitchen & full bath luxury dome with private deck and hot tub and hammock . Wifi and smart TV included. Close to Confederation trails, liquor store, restaurants, golf courses and grocery stores. Beach access, clam digging etc ( water shoes recommended due to shells) Central fire pit to enjoy evening s’mores. Access to laundry facilities on site for weekly rentals. PEI tourism establishment licence # 1300740

Superhost

Cottage in Morell

4.82 out of 5 average rating, 38 reviews

Lakeside Beach Cabin

Your Beach Cabin is only steps away from Lakeside Beach and beside Crowbush Golf Course. Close by; you'll also find horseback riding, hiking, biking trails, kayaking, fishing, restaurants, groceries, fuel, a liquor store, and more! You’ll love Lakeside's unique ocean landscape and your cabin's coziness, large yard, firepit, and deck. This loft-style cottage has ladder stairs to the second level, and it is excellent for couples, families, and solo adventurers. Mi Casa es Su Casa Mike Roberts

Guest favourite

Cottage in Georgetown

4.99 out of 5 average rating, 70 reviews

SeaScape Cottage @ the Beach With Lighthouse View

SeaScape Cottage has 2 bedrooms (sleeps 7) and is BRAND NEW! As Airbnb Superhosts, we know what our vacationing guests are looking for, and SeaScape Cottage has been designed to deliver. This beautiful BEACH-FRONT cottage has families in mind offering many unique amenities; LIGHTHOUSE & WATER view, screen room, fire pit, kayak use, swimming and clam digging right at our beach, full kitchen WITH dishwasher, dimmable lighting, air conditioning, Weber BBQ with propane, smart TV and WIFI... etc!

Guest favourite

Home in Mount Stewart

4.91 out of 5 average rating, 80 reviews

JACKIE'S PLACE IN THE HEART OF MOUNT STEWART

Located in Mount Stewart, PE. We are 25 mins from Charlottetown, 10 mins from Savage Harbour Beach, 10 mins to The Links at Crowbush Cove. We are just meters away from the Confederation trail. This home is renovated with a fresh new look. All neutral colours and a welcoming feel. This home has a large kitchen, dining table for 4, lots of counter space and bright windows. We have four bedrooms on the second floor and a large bedroom on the main floor. This home is nonsmoking inside.

Guest favourite

Cottage in Prince Edward Island

4.94 out of 5 average rating, 18 reviews

New Modern 3 bedroom cottage with indoor fireplace

Brand New Build in Lakeside! This modern 3 bedroom cottage is just steps away from PEI's finest golf course. Links at Crowbush Cove. Lakeside Beach is a very short drive, or a 15 minute walk. This cottage is perfect for families, couples or the golf enthusiast. The property features 3 bedrooms. One king bed, queen bed and a bunk room that has four double bunks. Two full bathrooms and a beautiful sunroom that you will never want to leave or you can cozy up by the beautiful indoor fireplace.

Guest favourite

Cottage in Saint Peters Bay

5.0 out of 5 average rating, 60 reviews

Shacks Rentals - Open year round (Cottage #3 of 3)

Three Cabins on site - Search 'SHACKS RENTALS' to find all listings! Also, visit lumbershacks. com to find Airbnb links for all three cabins. This bright and cozy newly constructed cottage has everything you will need to enjoy a relaxing stay. The location is only a short walk from central St. Peter’s Bay and one of the most beautiful sections of the Confederation Trail. St. Peter’s not only has beautiful scenery and walking trails but is also home to local shops and delicious food!

Guest favourite

Cottage in Mount Stewart

4.96 out of 5 average rating, 28 reviews

Cheerful 1 Bedroom cottages with stunning views

This one bedroom cottage has everything you are looking for when you are vacationing on PEI. You are surrounded by beauty and nature everywhere you look. This will be your place to unwind and relax at the end of a long day exploring the Island. You will be five minutes away from the beautiful Dalvay beach. It is a short 10-15 minutes drive to amazing golf courses, and only 20 minutes way from Charlottetown. You will not be disappointed! Licence number # 2203275

Guest favourite

Bungalow in Oyster Bed Bridge

4.91 out of 5 average rating, 193 reviews

The Robin Cottage - Stargazing!

Now for a limited time - 10% off on weekly stays! The Robin cottage is set back from the road with 3 other cottages. Fully equipped with all the extras! Our cottages are conveniently located in the populair north shore area. 20 min away from Charlottetown and Cavendish, and only 5 min away from Brackley Beach. Each tip of the island is easily reached within an 1.5 hours. This is the perfect place to gather your family for a get-a-way and to explore the island!

Superhost

Tiny home in Mount Stewart

4.79 out of 5 average rating, 112 reviews

Kaffee Haus : Studio by the Bay in Donaldston

Do you love freshly ground coffee? Using a french press or pulling a shot for an espresso from a real Italian espresso machine ? ..Enjoy unspoiled Beaches ? .... Fresh sea air and being close to fantastic Bays for Kayaking and viewing Sunsets? Staying at The Kaffee Haus Studio, you get it all and more ! Its an indoor out door Kaffee experience ! if you were a past Guest you will enjoy the upgrades . Totally refreshed in 2023.

Guest favourite

Cottage in Morell

5.0 out of 5 average rating, 9 reviews

Diego's Den two-bedroom cottage air-conditioned

Cute little 2-bedroom air conditioned cottage ideally located in Eastern PEI midway betwen Morell and St. Peter's Bay. A short drive to Greenwich National Park, Lakeside Beach, restaurants, groceries, Confederation Trail, etc. Centrally located for easy access to Charlottetown, Souris, Montague and Georgetown, you have options for many adventures. This cottage has a 3 star Canada Select rating and is licensed with the Province of PEI Lic#2301123.

Guest favourite

Cottage in York

4.95 out of 5 average rating, 113 reviews

Steel Away (Cottage)

We now have a fully renovated, waterfront cottage available for weekend getaways or extended escapes. An open concept complete with a Queen bed and two twins bunks, kitchen, bathroom, deck and private hot tub. Located at the end of Queens Point on Tracadie Bay, guests can enjoy all the Island has to offer from our central location, or get away from it all and enjoy the Off Season star filled nights from the comfort of a hot tub.

Guest favourite

Flat in Georgetown

4.91 out of 5 average rating, 183 reviews

Brudenell River loft

The Brudenell loft is located in Georgetown Royalty, minutes down the road from World renowned golf courses ,Brudenell and Dundarave. Close to confederation trail and just outside the beautiful town of Georgetown , this loft over looks the Brudenell river and has beach access just across the street and accessible through the green space.The wrap around deck will allow you to sit and and enjoy the panoramic view.